Woodside Heights Homes for Sale

Welcome to Woodside Heights, a picturesque neighborhood nestled in the heart of Woodside, California, within the charming San Mateo County. Known for its serene surroundings and lush landscapes, Woodside Heights offers a perfect blend of tranquility and community spirit, making it an ideal place to call home.

As you stroll through the tree-lined streets, you'll be captivated by the stunning architecture of the homes, many of which boast exquisite designs that harmonize beautifully with the natural environment. The area is characterized by spacious lots, providing ample privacy and opportunities for outdoor living. Whether you’re looking for a modern masterpiece or a cozy cottage, Woodside Heights has a diverse selection of homes for sale that cater to various tastes and lifestyles.

Families will appreciate the top-rated schools that serve the area, as well as the abundance of recreational activities available nearby. From hiking trails that wind through the majestic redwoods to the charming parks perfect for picnics and playdates, there’s no shortage of ways to enjoy the great outdoors. The neighborhood also fosters a strong sense of community, with local events and gatherings that bring residents together.

Conveniently located just a short drive from the bustling hubs of Silicon Valley and the scenic beauty of the Bay Area, Woodside Heights offers the best of both worlds—peaceful living with easy access to urban amenities. If you’re ready to find your dream home in this enchanting neighborhood, explore the homes for sale in Woodside Heights today and discover the lifestyle that awaits you!

Newest Woodside Heights Homes for Sale

$12,995,000

7 Beds ⋅ 9 Baths ⋅ ML82045810 MLS

Lowest price per square foot @ $956 in Woodside, Atherton or Portola Valley. Spectacular Monterey colonial home on 6+ private acres. Long gated driveway & large motor court the estate shows tremendous original character and beauty. Improvements include a stunning primary bath, a complete new roof & gutters & Exterior paint 2025. 3 expansive levels with grand public rooms, large eat-in kitchen, English Pub bar, recreation/media room and fitness room with sauna, wine room for approx. 1,000 bottles. Seven large bedrooms, including two primary suites, a full two bedroom attached apartment, a separate 1 bedroom guest house privately located on the grounds with a separate 2 car garage and parking. Additionally, attached 4 car garage, large swim pool, tennis court and Stable for 5 horses & riding arena, Hay storage, wash rack, multiple areas for trailers & RV parking. Beautiful Western & Southern hills views. Award winning Las Lomitas Elementary Schools K-8. Nearby to town center, easy commute routes to SF or Silicon Valley. Main house 13,590 sf per county records, 5,560 sf main level , 4,300 sf 2nd level, 3,730 sf lower level includes home theater, wine room, workout/ sauna. Not including guest house, extra 2 car garage, shop & Horse stable. Corral & stable have a separate driveway.

389 Moore RD, Woodside

Listed by Steve Lessard, 650-704-5308 from Compass
(If provided) CoList: from

$12,988,000

6 Beds ⋅ 6 Baths ⋅ ML82032525 MLS

Discover this exceptional opportunity to own a generational estate spanning 7 acres across 3 separate parcels, each with its own APN. Through a private gate & down a long winding driveway, you're greeted by a circular motor court with incredible views of the Santa Cruz Mountains. The main residence offers 4,340 sqft featuring 6 beds & 5.5 baths, with exceptional upgrades throughout. On the east side of the property there is a large building pad; once the site of a horse stable, recently prepared for development. This pad is situated on the border of 2 of the 3 parcels & includes direct access from Moore Rd via a natural pathway. Nestled on the western edge of the property through via separate entrance is a 2k sqft guest house boasting high ceilings, 2 bed-1 bath, all opening out to an infinity-edge pool surrounded by lush landscaping. Winding pathways connect this serene retreat to the rest of the estate. This is a truly versatile offering with significant future upside through lot line adjustments, possible subdivision, or exploring SB9 opportunities. A unique & rare chance to create a lasting legacy in one of the most coveted zip codes in the country. Designated under the Las Lomitas school district with proximity to private institutions such as Sacred Heart & Woodside Priory.

1142 Moore RD, Woodside

Listed by Kia Amini, 408-694-7160 from Compass
(If provided) CoList: from

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The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Intero Real Estate Services are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.